Abstract
The fact of the constancy of activation entropy of N-NO2 bond homolysis in a series of secondary nitramines was utilized for correction of the experimental values of activation energy E of this process proceeding from the reliable data for the rate constants of the nitramines decomposition in solutions. When comparing the refined values of E (kJ mol−1) with the N-N bond length d N-N (Å) the following correlations were obtained: for cyclic and framework nitramines E = 663 − 356d N-N, and for the aromatic nitramines E = 1810 − 1227d N-N. A linear relationship between E and d is observed in the series of similar compounds. It depends on the electronic and steric effects of substituents.
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Original Russian Text © G.M. Nazin, V.G. Prokudin, V.V. Dubikhin, Z.G. Aliev, V.L. Zbarskii, N.V. Yudin, A.V. Shastin, 2013, published in Zhurnal Obshchei Khimii, 2013, Vol. 83, No. 6, pp. 940–945.
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Nazin, G.M., Prokudin, V.G., Dubikhin, V.V. et al. Relation between the N-NO2 bond length and stability of the secondary nitramines. Russ J Gen Chem 83, 1071–1076 (2013). https://doi.org/10.1134/S107036321306011X
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DOI: https://doi.org/10.1134/S107036321306011X